Partition of lindane in synthetic and native membranes

Biochim Biophys Acta. 1985 Nov 7;820(2):165-72. doi: 10.1016/0005-2736(85)90109-9.

Abstract

Partition coefficients of the insecticide gamma-1,2,3,4,5,6-hexachlorocyclohexane (trivially, lindane) were determined in model and native membranes. Partition in egg phosphatidylcholine bilayers decreases linearly with temperature, over a range (10-40 degrees C) at which the lipid is in the liquid-crystalline state. Addition of 50 mol% cholesterol dramatically decreases partition (2100 falls to 100, at 10 degrees C) and abolishes the temperature dependence. First-order phase transitions of dimyristoyl-, dipalmitoyl- and distearoylphosphatidylcholines (DMPC, DPPC and DSPC) are accompanied by a sharp increase in lindane partition. Apparently, the insecticide is easily accommodated in bilayers of short-aliphatic-chain lipids, since the partitions were 2450, 600 and 50 in DMPC, DPPC and DSPC, respectively, at temperatures 10 Cdeg below the midpoint of their transitions. The lindane partition sequence in native membranes is as follows: mitochondria, sarcoplasmic reticulum, myelin, brain microsomes and erythrocytes. This sequence correlates reasonably well with the relative content of cholesterol and is similar in liposomes of total extracted lipids, although the absolute partitions showed decreased values. Therefore, the presence of proteins in native membranes contributes to the insecticide partition, probably by favouring its interaction with lipids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Erythrocyte Membrane / metabolism
  • Hexachlorocyclohexane* / metabolism
  • Intracellular Membranes / metabolism
  • Liposomes
  • Membranes / metabolism*
  • Microsomes / metabolism
  • Mitochondria, Liver / metabolism
  • Phosphatidylcholines
  • Rabbits
  • Rats
  • Sarcoplasmic Reticulum / metabolism
  • Sheep
  • Solubility

Substances

  • Liposomes
  • Phosphatidylcholines
  • Hexachlorocyclohexane